4-氨基-3-硝基苯甲酸乙酯 | 76918-64-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-氨基-3-硝基苯甲酸乙酯
• 英文名称: ethyl 4-amino-3-nitrobenzoate
• 英文别名: 4-amino-3-nitrobenzoic acid ethyl ester；3-nitro-4-aminobenzoic acid ethyl ester
• CAS: 76918-64-4
• 化学式: C₉H₁₀N₂O₄
• mdl: MFCD00044015
• 分子量: 210.189
• InChiKey: HPCYANYWTUCLMH-UHFFFAOYSA-N

物化性质

• 熔点：
  132 °C(Solv: methanol (67-56-1))
• 沸点：
  398.5±22.0 °C(Predicted)
• 密度：
  1.330±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  98.1
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2922499990
• 储存条件：
  2-8℃

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Ethyl 4-amino-3-nitrobenzoate
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: Ethyl 4-amino-3-nitrobenzoate
CAS number: 76918-64-4

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C9H10N2O4
Molecular weight: 210.2

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-氨基-3-硝基苯甲酸乙酯 在 盐酸 、 sodium azide 、 sodium acetate 、 sodium nitrite 作用下， 以 甲苯 为溶剂， 反应 2.25h， 生成 苯并呋喃-5-甲酸乙酯
  参考文献：
  名称：

  Hypoxia-Selective Agents Derived from Quinoxaline 1,4-Di-N-oxides

  摘要：

  Hypoxic cells, which are a common feature of solid tumors, but not normal tissues, are resistant to both anticancer drugs and radiation therapy. Thus the identification of drugs with selective toxicity toward hypoxic cells is an important objective in anticancer chemotherapy. The benzotriazine di-N-oxide (SR 4233, Tirapazamine) has been shown to be an efficient and selective cytotoxin for hypoxic cells. Since the bioreductive activation of Tirapazamine is thought to be due to the presence of the 1,4-di-N-oxide moiety, a series of 3-aminoquinoxaline-2-carbonitrile 1,4-di-N-oxides with a range of electron-donating and -withdrawing substituents in the 6- and/or 7- positions has been synthesized and evaluated for toxicity to hypoxic cells. Electrochemical studies of the quinoxaline di-N-oxides and Tirapazamine showed that as the electron-withdrawing nature of the 6(7)-substituent increases, the reduction potential becomes more positive and the compound is more readily reduced. Apart from the unsubstituted 6a and the 6,7-dimethyl derivative 6c, the quinoxaline di-N-oxides have reduction potentials significantly more positive than Tirapazamine (E(pc)-0.90 V). The most potent cytotoxins to cells in culture were the 6,7,-dichloro and 6,7-difluoro derivatives 6i and 6l, which were 30-fold more potent than Tirapazamine. The 6(7)-fluoro and 6(7)-chloro compounds, 6e and 6h, showed the greatest hypoxia selectivity. Four of the compounds, 6e, 6f, 6h and 6i, killed the inner cells of multicellular tumor spheroids in vitro. In vivo Balb/c mice tolerated a dose of these four compounds twice the size of that of Tirapazamine. This study demonstrates that quinoxaline 1,4-di-N-oxides could provide useful hypoxia-selective therapeutic agents.

  DOI：

  10.1021/jm00010a023
• 作为产物：
  描述：

  4-溴-3-硝基苯乙酸乙酯 在 氨 作用下， 生成 4-氨基-3-硝基苯甲酸乙酯
  参考文献：
  名称：

  Grohmann, Chemische Berichte, 1890, vol. 23, p. 3446

  摘要：

  DOI：

文献信息

• 一种3,4-二苯甲酰胺基苯甲酰胺衍生物及其 制备方法和用途
  申请人：南京中瑞药业有限公司

  公开号：CN105985276B

  公开（公告）日：2019-02-01

  本发明公开了一种式(Ⅰ)化合物3,4‑二苯甲酰胺基苯甲酰胺衍生物，其中，R1、R2或R3分别独立地为氢、氟、氯、溴、羟基、烷氧基、氨基或取代胺基；所述的烷氧基为C1～4烷氧基；所述的取代胺基包括胺基‑NR5R6、酰胺基‑NHCOR7、磺酰胺基‑NHSO2R8，R5、R6、R7、R8分别独立地为C1～4烷基、卤代C1～4烷基；R4为五～七元氮杂环基。本发明还公开了该化合物的制备方法以及其作为FXa抑制剂在制备治疗或预防心脑血管疾病药物方面的应用。
• 作为细胞坏死阻碍剂的吲哚化合物
  申请人：株式会社LG化学

  公开号：CN105636956B

  公开（公告）日：2019-07-09

  本发明涉及化学式(1)的吲哚化合物、或者其药学容许的盐或异构体，及以含有此作为活性成分作为特征的用于预防或治疗细胞坏死及其关联疾病的组合物及组合物的制造方法。
• Derivate des 1.3-BenzdioxoIs, 52 Darstellung und Reaktionen von 1.3-Dioxolo[4.5-b]phenazinen / Derivatives of 1,3-Benzdioxoles, 52 Preparation and Reactions of 1,3-Dioxolo[4,5-b]phenazines
  作者：Franz Dallacker、Alfred Wagner

  DOI：10.1515/znb-1984-0717

  日期：1984.7.1

  We describe the preparation of the 1,3-dioxolo[4,5-b]phenazines 4 a -p formed by ferric chloride oxidation of the corresponding 2,2′-diaminodiphenylamines. They are obtained by condensing the o-nitrohalogenbenzenes 1 a -g with o-nitroanilines 2 a-i and reduction of the resulting 2,2′-dinitrodiphenylamines 3 a -p with H₂/Pd.

  我们描述了通过对应的2,2'-二氨基二苯胺进行氯化铁氧化制备1,3-二氧杂环[4,5-b]苝啉4 a -p的过程。它们是通过将o-硝基卤代苯1 a -g与o-硝基苯胺2 a-i缩合得到相应的2,2'-二硝基二苯胺3 a -p，然后用H₂/Pd还原而得到的。
• AN IMPROVED IODBMATION OF 2-AMINO-5-NITROBENZONITRILE
  作者：Ye Zhang、Tianrui Ren、Weiwen Zhu、Yanhong Xie

  DOI：10.1080/00304940709458586

  日期：2007.2

  Aryl iodides are important intermediates in organic synthesis,'-' especially in the Heck reaction as well as the Stille and the Negishi cross-couplings. However, some of aryl iodides are not commercially available. Those that are available are too expensive for practical application. In the course of our current research program, we required several iodoaromatic amines as substrates for the Sonogashira

  芳基碘化物是有机合成中的重要中间体，尤其是在 Heck 反应以及 Stille 和 Negishi 交叉偶联中。然而，一些芳基碘化物不可商购。那些可用的对于实际应用来说太昂贵了。在我们目前的研究计划过程中，我们需要几种碘芳香胺作为 Sonogashira 交叉偶联反应的底物。~
• Novel bicyclic sulfonamide derivatives which are L-CPT1 inhibitors
  申请人：Ackermann Jean

  公开号：US20070191603A1

  公开（公告）日：2007-08-16

  The invention is concerned with novel heterobicyclic derivatives of formula (I) wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , V, W, X and Y are as defined in the description and in the claims, as well as physiologically acceptable salts and esters thereof. These compounds inhibit L-CPT1 and can be used as medicaments.

  这项发明涉及公式（I）的新异双环衍生物，其中R1、R2、R3、R4、R5、R6、V、W、X和Y的定义如描述和索赔中所述，以及其生理上可接受的盐和酯。这些化合物抑制L-CPT1，可用作药物。